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(1S,2S,3R,5S)-(+)-2,3-Pinanediol

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(1S,2S,3R,5S)-(+)-2,3-Pinanediol Basic information

Product Name:
(1S,2S,3R,5S)-(+)-2,3-Pinanediol
Synonyms:
  • [1S-(1α,2α,3α,5α)]-2,6,6-Trimethylbicyclo[3.1.1]heptane-2,3-diol
  • (1S, 2S, 3R, 5S)-(+)Pinanediol (Bortezomib Intermediate)
  • (1S,2S,3R,5S)-(+)-2
  • cis-2,3-Pinandiol
  • (+)-2-Hydroxyisopinocampheol, (1S,2S,3R,5S)-2,3-Pinanediol, (1S,2S,3R,5S)-2,6,6-Trimethylbicyclo[3.1.1]heptane-2,3-diol, [1S-(1α,2α,3α,5α)]-2,6,6-Trimethylbicyclo[3.1.1]heptane-2,3-diol
  • (+)-2-Hydroxyisopinocampheol, (1S,2S,3R,5S)-2,6,6-Trimethylbicyclo[3.1.1]heptane-2,3-diol
  • (+)-pinanendiol
  • (1S,2S,3R,5S)-(+)-Pinanediol, (1S,2S,3R,5S)-(+)-2,3-Dihydroxy-2,6,6-trimethylbicyclo[3.1.1]heptane
CAS:
18680-27-8
MF:
C10H18O2
MW:
170.25
EINECS:
606-096-6
Product Categories:
  • Chiral Compounds
Mol File:
18680-27-8.mol
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(1S,2S,3R,5S)-(+)-2,3-Pinanediol Chemical Properties

Melting point:
57-59 °C(lit.)
alpha 
8.5 º (c=6.5, toluene)
Boiling point:
239.9°C (rough estimate)
Density 
0.9409 (rough estimate)
refractive index 
1.4494 (estimate)
Flash point:
>230 °F
storage temp. 
Keep in dark place,Sealed in dry,Room Temperature
solubility 
Chloroform, Methanol (Slightly), Toluene (Slightly)
pka
14.68±0.60(Predicted)
form 
Crystalline Powder, Crystals or Mass
color 
White to light beige
optical activity
[α]20/D +8.5°, c = 6.5 in toluene
BRN 
1853591
LogP
1.582 (est)
CAS DataBase Reference
18680-27-8(CAS DataBase Reference)
NIST Chemistry Reference
(1S,2s,3r,5s)-(+)-pinanediol(18680-27-8)
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Safety Information

Safety Statements 
24/25
WGK Germany 
3
10
HS Code 
29051990

MSDS

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(1S,2S,3R,5S)-(+)-2,3-Pinanediol Usage And Synthesis

Chemical Properties

white to light beige crystalline powder, crystals

Uses

(1S,2S,3R,5S)-(+)-2,3-Pinanediol is a bicyclic monoterpene diols that has been shown to induce differentiation of S91 melanoma and PC12 pheochromocytoma cells and thus provide possible therapeutic and sunless tanning use. It is also used in the transformation of isopinocampheol and caryophyllene oxide.

Uses

(1S,2S,3R,5S)-(+)-Pinanediol can be used as a chiral reagent in the synthesis of homochiral α-hydroxyketones and in the resolution of prolineboronate esters.

(1S,2S,3R,5S)-(+)-2,3-Pinanediol Preparation Products And Raw materials

Raw materials

(1S,2S,3R,5S)-(+)-2,3-PinanediolSupplier

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